59+ Rental Villas and Private Getaways in Old Bennington |
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  2. Vermont
  3. Bennington
  4. Old Bennington

Old Bennington Vacation Rentals & One Degree Stays Homes

About Old Bennington Vacation Rentals

There are more than 59 vacation rentals that are available in Old Bennington. These rentals, including vacation rentals, One Degree Stays Homes (ODSs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an ODS property in Old Bennington.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With OneDegreeStays Old Bennington, you have the flexibility of comparing different options of various deals with a single click. Looking for an ODS with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (ODSs), and other popular Airbnb-style properties in Old Bennington. Places to stay near Old Bennington are 546.78 ft² on average, with prices averaging US $214 a night.

OneDegreeStays makes it easy and safe to find and compare vacation rentals in Old Bennington with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

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Top Rental Accommodation Types in Old Bennington

Type Count
Vacation Homes 20
Holiday Apartments 13
Cottages 2

Use these Quick Filters to Find a Vacation Rental in Old Bennington

★ Pro Tip: OneDegreeStays makes it easy to compare the best listings on ODS homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between ODS homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Old Bennington.

Weather in Old Bennington, VT

View the weather forecast for Old Bennington before booking your Old Bennington Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Old Bennington, VT

OneDegreeStays offers a large selection of top attractions around Old Bennington. Research things to do on your vacation before you visit Old Bennington.


Bennington Battle Monument
Bennington Museum
Old First Congregational Church
Mount Snow
Mass MoCA
Williams College
Mount Equinox
Mount Greylock
Williamstown Theatre Festival
Battenkill River
Sugar Shack
Southern Vermont College
Savoy Mountain State Forest
Topia Arts Center
Bennington College
Sterling and Francine Clark Art Institute
Willard Mountain
Lake Shaftsbury State Park
Grafton Lakes State Park
Bennington Center for the Arts

Other Places to Stay in Old Bennington, VT


Old First Congregational Church 66 Properties
Bennington Museum 66 Properties
Bennington Battle Monument 66 Properties

Frequently Asked Questions About Old Bennington?

What are the top vacation rentals in Old Bennington?

There are a lot of options in Old Bennington. If you plan on staying in the Old Bennington area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Old Bennington:

Which vacation homes in Old Bennington are best for families?

If you are looking for a family-friendly vacation home in Old Bennington, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Old Bennington:

How many onedegreestays vacation rentals are available in Old Bennington?

Currently, the total number of properties listed by One Degree Stays in 2025 is over 59 in the Old Bennington area, and still counting. By aggregating listings from multiple websites, One Degree Stays offers an immense amount of choice of the best ODS properties in Old Bennington. 


People Also Ask

There are 59 Old Bennington, VT Vacation Rentals

Recently Booked Vacation Rentals in Old Bennington